Natural Product: NPC75167

Natural Product ID:  NPC75167
Common Name:   Pouoside A
IUPAC Name:   [(2S,3E,5R,7E)-2-acetyloxy-10-[(1S,3S,6S)-6-acetyloxy-2,2,6-trimethyl-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexyl]-3,8-dimethyl-1-[(1R)-2,6,6-trimethyl-5-oxocyclohex-2-en-1-yl]deca-3,7-dien-5-yl] acetate
Synonyms:   Pouoside A
Molecular Formula:   C42H66O13
Standard InCHIKey:  HDAMPIMBBJKMGO-WKUGDXTFSA-N
Standard InCHI:  InChI=1S/C42H66O13/c1-23(12-15-29(51-26(4)44)20-25(3)31(52-27(5)45)21-30-24(2)14-17-34(47)40(30,7)8)13-16-33-41(9,10)35(18-19-42(33,11)55-28(6)46)54-39-38(50)37(49)36(48)32(22-43)53-39/h12,14,20,29-33,35-39,43,48-50H,13,15-19,21-22H2,1-11H3/b23-12+,25-20+/t29-,30-,31+,32-,33+,35+,36+,37+,38-,39+,42+/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](O[C@H]2CC[C@]([C@H](C2(C)C)CC/C(=C/C[C@H](/C=C(/[C@H](C[C@@H]2C(=CCC(=O)C2(C)C)C)OC(=O)C)C)OC(=O)C)/C)(C)OC(=O)C)[C@@H]([C@H]([C@H]1O)O)O
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO33227 Lipastrotethya sp. Species NA NA Micronesia PMID[22148280]
NPO30078 Lipastrotethya NA NA NA PMID[22148280]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT111 Cell Line K562 Homo sapiens IC50 = 17000 nM 22148280
NPT168 Cell Line P388 Mus musculus ED50 = 1.5 ug/ml 22148280

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC75167 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
1.0 High Similarity NPC311592
0.9905 High Similarity NPC181145
0.9714 High Similarity NPC174836
0.9712 High Similarity NPC83005
0.9455 High Similarity NPC48692
0.8929 High Similarity NPC234522
0.885 High Similarity NPC122971
0.8716 High Similarity NPC118225
0.8704 High Similarity NPC293512
0.8696 High Similarity NPC202051
0.8684 High Similarity NPC477071
0.8673 High Similarity NPC473405
0.8661 High Similarity NPC472274
0.8661 High Similarity NPC475633
0.8654 High Similarity NPC285513
0.8649 High Similarity NPC46388
0.8649 High Similarity NPC37739
0.8644 High Similarity NPC470780
0.8636 High Similarity NPC274507
0.8611 High Similarity NPC127609
0.8596 High Similarity NPC473828
0.8596 High Similarity NPC471548
0.8596 High Similarity NPC473617
0.8584 High Similarity NPC471816
0.8583 High Similarity NPC173347
0.8571 High Similarity NPC245094
0.8571 High Similarity NPC189884
0.8571 High Similarity NPC474410
0.8571 High Similarity NPC269315
0.8571 High Similarity NPC62696
0.8571 High Similarity NPC271138
0.8571 High Similarity NPC293038
0.8571 High Similarity NPC138334
0.8571 High Similarity NPC47063
0.8571 High Similarity NPC293658
0.8571 High Similarity NPC204458
0.8571 High Similarity NPC311534
0.8559 High Similarity NPC297208
0.8559 High Similarity NPC235841
0.8559 High Similarity NPC473481
0.8559 High Similarity NPC108748
0.8559 High Similarity NPC30397
0.8559 High Similarity NPC211798
0.8559 High Similarity NPC191763
0.8545 High Similarity NPC237503
0.8545 High Similarity NPC306746
0.8545 High Similarity NPC167383
0.8545 High Similarity NPC40728
0.8545 High Similarity NPC137917
0.8545 High Similarity NPC57362
0.8545 High Similarity NPC204407
0.8534 High Similarity NPC476204
0.8534 High Similarity NPC170084
0.8532 High Similarity NPC472390
0.8522 High Similarity NPC476529
0.8522 High Similarity NPC475775
0.8519 High Similarity NPC470768
0.8512 High Similarity NPC471855
0.8509 High Similarity NPC309433
0.8509 High Similarity NPC473968
0.8496 Intermediate Similarity NPC102088
0.8496 Intermediate Similarity NPC220293
0.8496 Intermediate Similarity NPC473882
0.8487 Intermediate Similarity NPC42399
0.8482 Intermediate Similarity NPC128925
0.8482 Intermediate Similarity NPC256798
0.8482 Intermediate Similarity NPC471967
0.8482 Intermediate Similarity NPC116794
0.8476 Intermediate Similarity NPC254496
0.8475 Intermediate Similarity NPC318135
0.8468 Intermediate Similarity NPC476883
0.8468 Intermediate Similarity NPC474589
0.8468 Intermediate Similarity NPC270667
0.8468 Intermediate Similarity NPC476882
0.8468 Intermediate Similarity NPC102914
0.8468 Intermediate Similarity NPC75747
0.8468 Intermediate Similarity NPC220984
0.8468 Intermediate Similarity NPC199457
0.8468 Intermediate Similarity NPC476884
0.8468 Intermediate Similarity NPC127056
0.8468 Intermediate Similarity NPC108709
0.8468 Intermediate Similarity NPC164194
0.8468 Intermediate Similarity NPC174679
0.8468 Intermediate Similarity NPC475317
0.8468 Intermediate Similarity NPC136877
0.8468 Intermediate Similarity NPC56713
0.8468 Intermediate Similarity NPC29069
0.8468 Intermediate Similarity NPC68419
0.8468 Intermediate Similarity NPC279554
0.8468 Intermediate Similarity NPC154856
0.8468 Intermediate Similarity NPC119550
0.8468 Intermediate Similarity NPC476886
0.8468 Intermediate Similarity NPC59804
0.8468 Intermediate Similarity NPC476881
0.8468 Intermediate Similarity NPC269095
0.8468 Intermediate Similarity NPC476880
0.8468 Intermediate Similarity NPC475296
0.8468 Intermediate Similarity NPC7870
0.8468 Intermediate Similarity NPC129340
0.8468 Intermediate Similarity NPC90856
0.8468 Intermediate Similarity NPC78046
0.8468 Intermediate Similarity NPC476885
0.8468 Intermediate Similarity NPC476887
0.8468 Intermediate Similarity NPC52241
0.8468 Intermediate Similarity NPC110139
0.8455 Intermediate Similarity NPC48548
0.8455 Intermediate Similarity NPC272576
0.8455 Intermediate Similarity NPC135015
0.8455 Intermediate Similarity NPC219900
0.8455 Intermediate Similarity NPC128795
0.8455 Intermediate Similarity NPC177524
0.8455 Intermediate Similarity NPC28198
0.8455 Intermediate Similarity NPC284807
0.8455 Intermediate Similarity NPC476123
0.8455 Intermediate Similarity NPC177246
0.8455 Intermediate Similarity NPC392
0.8455 Intermediate Similarity NPC217921
0.8448 Intermediate Similarity NPC107338
0.8448 Intermediate Similarity NPC109607
0.844 Intermediate Similarity NPC470767
0.844 Intermediate Similarity NPC470763
0.844 Intermediate Similarity NPC210178
0.8435 Intermediate Similarity NPC18233
0.8435 Intermediate Similarity NPC45475
0.8435 Intermediate Similarity NPC276758
0.8421 Intermediate Similarity NPC474046
0.8421 Intermediate Similarity NPC470628
0.8421 Intermediate Similarity NPC160415
0.8421 Intermediate Similarity NPC259306
0.8421 Intermediate Similarity NPC58448
0.8417 Intermediate Similarity NPC470475
0.8417 Intermediate Similarity NPC470476
0.8411 Intermediate Similarity NPC154127
0.8411 Intermediate Similarity NPC280991
0.8407 Intermediate Similarity NPC258885
0.8407 Intermediate Similarity NPC251309
0.8407 Intermediate Similarity NPC471204
0.8407 Intermediate Similarity NPC124296
0.8403 Intermediate Similarity NPC222307
0.8396 Intermediate Similarity NPC477928
0.8393 Intermediate Similarity NPC164419
0.8393 Intermediate Similarity NPC31839
0.8393 Intermediate Similarity NPC263827
0.8393 Intermediate Similarity NPC179434
0.8393 Intermediate Similarity NPC190837
0.8393 Intermediate Similarity NPC250481
0.8393 Intermediate Similarity NPC285410
0.839 Intermediate Similarity NPC41129
0.839 Intermediate Similarity NPC27363
0.8378 Intermediate Similarity NPC265655
0.8378 Intermediate Similarity NPC143706
0.8378 Intermediate Similarity NPC472534
0.8378 Intermediate Similarity NPC477070
0.8378 Intermediate Similarity NPC127853
0.8378 Intermediate Similarity NPC316974
0.8378 Intermediate Similarity NPC477069
0.8376 Intermediate Similarity NPC75417
0.8364 Intermediate Similarity NPC184512
0.8364 Intermediate Similarity NPC125423
0.8364 Intermediate Similarity NPC88013
0.8364 Intermediate Similarity NPC283849
0.8364 Intermediate Similarity NPC473538
0.8362 Intermediate Similarity NPC473401
0.8348 Intermediate Similarity NPC473590
0.8348 Intermediate Similarity NPC474483
0.8348 Intermediate Similarity NPC471547
0.8348 Intermediate Similarity NPC68175
0.8347 Intermediate Similarity NPC476966
0.8347 Intermediate Similarity NPC471407
0.8333 Intermediate Similarity NPC474709
0.8333 Intermediate Similarity NPC298841
0.8333 Intermediate Similarity NPC116024
0.8333 Intermediate Similarity NPC475163
0.8333 Intermediate Similarity NPC223834
0.8333 Intermediate Similarity NPC470919
0.8333 Intermediate Similarity NPC469877
0.8333 Intermediate Similarity NPC240070
0.8333 Intermediate Similarity NPC329784
0.8319 Intermediate Similarity NPC104071
0.8319 Intermediate Similarity NPC104400
0.8319 Intermediate Similarity NPC212968
0.8319 Intermediate Similarity NPC276093
0.8319 Intermediate Similarity NPC473373
0.8319 Intermediate Similarity NPC292677
0.8319 Intermediate Similarity NPC473383
0.8319 Intermediate Similarity NPC257468
0.8319 Intermediate Similarity NPC473125
0.8319 Intermediate Similarity NPC474265
0.8319 Intermediate Similarity NPC139044
0.8319 Intermediate Similarity NPC102439
0.8319 Intermediate Similarity NPC161434
0.8319 Intermediate Similarity NPC195132
0.8319 Intermediate Similarity NPC64106
0.8319 Intermediate Similarity NPC48249
0.8319 Intermediate Similarity NPC470922
0.8319 Intermediate Similarity NPC109079
0.8319 Intermediate Similarity NPC80843
0.8319 Intermediate Similarity NPC10320
0.8319 Intermediate Similarity NPC1046
0.8319 Intermediate Similarity NPC125923

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC75167 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.8455 Intermediate Similarity NPD6686 Approved
0.825 Intermediate Similarity NPD7507 Approved
0.8214 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.8083 Intermediate Similarity NPD8328 Phase 3
0.8067 Intermediate Similarity NPD8513 Phase 3
0.8067 Intermediate Similarity NPD8516 Approved
0.8067 Intermediate Similarity NPD8515 Approved
0.8067 Intermediate Similarity NPD8517 Approved
0.8049 Intermediate Similarity NPD7319 Approved
0.8034 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7931 Intermediate Similarity NPD8133 Approved
0.7815 Intermediate Similarity NPD7327 Approved
0.7815 Intermediate Similarity NPD7328 Approved
0.7807 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7769 Intermediate Similarity NPD8033 Approved
0.775 Intermediate Similarity NPD7516 Approved
0.7719 Intermediate Similarity NPD6412 Phase 2
0.7686 Intermediate Similarity NPD8377 Approved
0.7686 Intermediate Similarity NPD8294 Approved
0.7623 Intermediate Similarity NPD8380 Approved
0.7623 Intermediate Similarity NPD8335 Approved
0.7623 Intermediate Similarity NPD8379 Approved
0.7623 Intermediate Similarity NPD8378 Approved
0.7623 Intermediate Similarity NPD8296 Approved
0.76 Intermediate Similarity NPD8293 Discontinued
0.7586 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.754 Intermediate Similarity NPD7736 Approved
0.748 Intermediate Similarity NPD7503 Approved
0.746 Intermediate Similarity NPD8074 Phase 3
0.7458 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7419 Intermediate Similarity NPD6370 Approved
0.7407 Intermediate Similarity NPD46 Approved
0.7407 Intermediate Similarity NPD6698 Approved
0.7395 Intermediate Similarity NPD8297 Approved
0.7395 Intermediate Similarity NPD6882 Approved
0.7373 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7302 Intermediate Similarity NPD7492 Approved
0.7295 Intermediate Similarity NPD7115 Discovery
0.7295 Intermediate Similarity NPD6009 Approved
0.7258 Intermediate Similarity NPD6054 Approved
0.7258 Intermediate Similarity NPD6059 Approved
0.7258 Intermediate Similarity NPD6319 Approved
0.7257 Intermediate Similarity NPD7638 Approved
0.7244 Intermediate Similarity NPD6616 Approved
0.72 Intermediate Similarity NPD6921 Approved
0.7193 Intermediate Similarity NPD7640 Approved
0.7193 Intermediate Similarity NPD7639 Approved
0.719 Intermediate Similarity NPD4632 Approved
0.7188 Intermediate Similarity NPD7078 Approved
0.7182 Intermediate Similarity NPD6411 Approved
0.7182 Intermediate Similarity NPD7983 Approved
0.7179 Intermediate Similarity NPD6675 Approved
0.7179 Intermediate Similarity NPD6402 Approved
0.7179 Intermediate Similarity NPD7128 Approved
0.7179 Intermediate Similarity NPD5739 Approved
0.7143 Intermediate Similarity NPD6373 Approved
0.7143 Intermediate Similarity NPD6372 Approved
0.713 Intermediate Similarity NPD5344 Discontinued
0.7119 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD5779 Approved
0.7117 Intermediate Similarity NPD5778 Approved
0.7105 Intermediate Similarity NPD4225 Approved
0.7105 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD6015 Approved
0.7063 Intermediate Similarity NPD6016 Approved
0.7059 Intermediate Similarity NPD6899 Approved
0.7059 Intermediate Similarity NPD6881 Approved
0.7059 Intermediate Similarity NPD7320 Approved
0.7054 Intermediate Similarity NPD7748 Approved
0.7025 Intermediate Similarity NPD6650 Approved
0.7025 Intermediate Similarity NPD6649 Approved
0.7025 Intermediate Similarity NPD8130 Phase 1
0.7018 Intermediate Similarity NPD7902 Approved
0.7008 Intermediate Similarity NPD5988 Approved
0.7 Intermediate Similarity NPD6101 Approved
0.7 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.6977 Remote Similarity NPD8451 Approved
0.6975 Remote Similarity NPD5701 Approved
0.6975 Remote Similarity NPD5697 Approved
0.6967 Remote Similarity NPD6053 Discontinued
0.6964 Remote Similarity NPD6399 Phase 3
0.6942 Remote Similarity NPD7290 Approved
0.6942 Remote Similarity NPD7102 Approved
0.6942 Remote Similarity NPD6883 Approved
0.6929 Remote Similarity NPD8444 Approved
0.6923 Remote Similarity NPD8448 Approved
0.6894 Remote Similarity NPD8392 Approved
0.6894 Remote Similarity NPD8390 Approved
0.6894 Remote Similarity NPD8391 Approved
0.6891 Remote Similarity NPD6008 Approved
0.6885 Remote Similarity NPD6869 Approved
0.6885 Remote Similarity NPD6847 Approved
0.6885 Remote Similarity NPD6617 Approved
0.6875 Remote Similarity NPD7515 Phase 2
0.686 Remote Similarity NPD6012 Approved
0.686 Remote Similarity NPD6014 Approved
0.686 Remote Similarity NPD6013 Approved
0.6822 Remote Similarity NPD7830 Approved
0.6822 Remote Similarity NPD7604 Phase 2
0.6822 Remote Similarity NPD7829 Approved
0.6822 Remote Similarity NPD6067 Discontinued
0.6807 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6803 Remote Similarity NPD6371 Approved
0.6797 Remote Similarity NPD5983 Phase 2
0.6786 Remote Similarity NPD7838 Discovery
0.6783 Remote Similarity NPD7839 Suspended
0.6777 Remote Similarity NPD6011 Approved
0.6769 Remote Similarity NPD8340 Approved
0.6769 Remote Similarity NPD8341 Approved
0.6769 Remote Similarity NPD8342 Approved
0.6769 Remote Similarity NPD8299 Approved
0.6754 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6754 Remote Similarity NPD7900 Approved
0.6752 Remote Similarity NPD6648 Approved
0.6748 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6742 Remote Similarity NPD6033 Approved
0.6724 Remote Similarity NPD4755 Approved
0.6718 Remote Similarity NPD6336 Discontinued
0.6716 Remote Similarity NPD7260 Phase 2
0.6696 Remote Similarity NPD5328 Approved
0.6694 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6692 Remote Similarity NPD7642 Approved
0.6667 Remote Similarity NPD4634 Approved
0.6667 Remote Similarity NPD3573 Approved
0.6642 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6639 Remote Similarity NPD7632 Discontinued
0.6639 Remote Similarity NPD5211 Phase 2
0.6614 Remote Similarity NPD8137 Clinical (unspecified phase)
0.661 Remote Similarity NPD5286 Approved
0.661 Remote Similarity NPD4696 Approved
0.661 Remote Similarity NPD4700 Approved
0.661 Remote Similarity NPD5285 Approved
0.6581 Remote Similarity NPD6083 Phase 2
0.6581 Remote Similarity NPD6084 Phase 2
0.6579 Remote Similarity NPD6079 Approved
0.6569 Remote Similarity NPD8415 Approved
0.6562 Remote Similarity NPD7641 Discontinued
0.6545 Remote Similarity NPD4786 Approved
0.6545 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6538 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6535 Remote Similarity NPD6274 Approved
0.6529 Remote Similarity NPD5141 Approved
0.6514 Remote Similarity NPD3667 Approved
0.6512 Remote Similarity NPD7101 Approved
0.6512 Remote Similarity NPD7100 Approved
0.65 Remote Similarity NPD5225 Approved
0.65 Remote Similarity NPD5226 Approved
0.65 Remote Similarity NPD5224 Approved
0.65 Remote Similarity NPD4633 Approved
0.6489 Remote Similarity NPD8080 Discontinued
0.6475 Remote Similarity NPD4767 Approved
0.6475 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6475 Remote Similarity NPD4768 Approved
0.6446 Remote Similarity NPD5174 Approved
0.6446 Remote Similarity NPD5175 Approved
0.6435 Remote Similarity NPD8034 Phase 2
0.6435 Remote Similarity NPD8035 Phase 2
0.6434 Remote Similarity NPD6335 Approved
0.6429 Remote Similarity NPD3618 Phase 1
0.6423 Remote Similarity NPD8338 Approved
0.6423 Remote Similarity NPD6845 Suspended
0.6417 Remote Similarity NPD5223 Approved
0.6412 Remote Similarity NPD6909 Approved
0.6412 Remote Similarity NPD6908 Approved
0.641 Remote Similarity NPD5695 Phase 3
0.641 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6379 Remote Similarity NPD4202 Approved
0.6371 Remote Similarity NPD4730 Approved
0.6371 Remote Similarity NPD4729 Approved
0.6364 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6357 Remote Similarity NPD6317 Approved
0.6356 Remote Similarity NPD5221 Approved
0.6356 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6356 Remote Similarity NPD5222 Approved
0.6356 Remote Similarity NPD4697 Phase 3
0.6339 Remote Similarity NPD1694 Approved
0.6312 Remote Similarity NPD7799 Discontinued
0.6311 Remote Similarity NPD4754 Approved
0.6308 Remote Similarity NPD6314 Approved
0.6308 Remote Similarity NPD6313 Approved
0.6306 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6306 Remote Similarity NPD3669 Approved
0.6303 Remote Similarity NPD5173 Approved
0.6293 Remote Similarity NPD7637 Suspended
0.6283 Remote Similarity NPD7334 Approved
0.6283 Remote Similarity NPD6684 Approved
0.6283 Remote Similarity NPD5330 Approved
0.6283 Remote Similarity NPD7521 Approved
0.6283 Remote Similarity NPD6409 Approved
0.6283 Remote Similarity NPD7146 Approved
0.6279 Remote Similarity NPD6868 Approved
0.6277 Remote Similarity NPD6914 Discontinued
0.6273 Remote Similarity NPD1780 Approved
0.6273 Remote Similarity NPD1779 Approved
0.6273 Remote Similarity NPD8470 Clinical (unspecified phase)
0.627 Remote Similarity NPD5251 Approved
0.627 Remote Similarity NPD5250 Approved
0.627 Remote Similarity NPD5247 Approved
0.627 Remote Similarity NPD5248 Approved
0.627 Remote Similarity NPD5249 Phase 3

Structure

External Identifiers

PubChem CID   56649555
ChEMBL   CHEMBL1927954
ZINC  

Physicochemical Properties

Molecular Weight:  778.45
ALogP:  2.5262
MLogP:  4.65
XLogP:  4.347
# Rotatable Bonds:  33
Polar Surface Area:  195.35
# H-Bond Aceptor:  13
# H-Bond Donor:  4
# Rings:  3
# Heavy Atoms:  55

Download Data

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Structure MOL file  
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Biological Activities  
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